Dirty Daddies: 2020 Anniversary Anthology

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Dirty Daddies: 2020 Anniversary Anthology Page 23

by Maren Smith


  “Yes, baby. I have new jammies for you.” He usually slept in silly sleep pants with random pictures on them like happy faces or animals, but I’d gotten him a few pairs of new ones that had the cartoons he liked on them.

  I thought they were a good start to ease him into getting more clothes for when he was little. Loren would look so cute in some kind of onesie or matching shorts and shirt, but I didn’t want to rush him into it. He needed to find his balance with his little side.

  “New ones?” The towel slipped as he shifted, looking excitedly around the room. “Where?”

  “Not on the bed, silly. You’d have already found my surprise if I hadn’t hidden it away.” That had his head bobbing up and down as he giggled.

  “Wait right there.” Heading over to the closet, I reached toward the back of the top shelf and pulled out a bag. Loren had a passionate dislike of cleaning the closet and picking up his clothes, so he’d toss things up at the top and hope I wouldn’t notice.

  “Now, if you’d picked up your clothes like you were supposed to, you’d have found my present several days ago.” He groaned dramatically, throwing himself back on the bed as his towel opened and showed his still-waving stiffy.

  “Meanie, Daddy.” But he quickly bounced back up as I walked over to the bed. His hands came out waving “gimmie” fingers. “Please?”

  “Hmm, am I a meanie?” I waved the package in front of him, just out of reach.

  I got another giggle as he shook his head. “You’re the best Daddy ever.”

  And my little manipulator was back. “Thank you, baby.”

  Giving him a quick peck on the forehead, I pulled the pajamas out of the bag. He made excited noises as each one came out, but it was a brightly colored set in red and blue that had Scooby-Doo all over them that had him truly excited.

  “Oh, Daddy, those.” He nodded, giving me a huge grin. “That one, Daddy.”

  “That’s perfect.” With that decision made, I pulled out my last surprise. “And I have matching undies for my good boy.”

  Why they made men’s briefs in so many interesting patterns for mainstream stores I didn’t know, but it made shopping for this side of him a lot easier. He leaned closer and his eyes widened. “Scooby undies?”

  “Yes, baby.” And we’d pick out one of the other pairs the next time he decided he wanted to be little.

  Getting him dressed was interesting.

  He was wonderfully cooperative, but I had to tuck his stiffy into his briefs as he giggled nearly uncontrollably. I wasn’t sure if I was accidentally tickling him because he was really sensitive sometimes, or if it just appealed to his sense of humor in some way, but he ended up looking cute and sexy. It was an interesting combination I hadn’t expected.

  “All done.” Without him coming or me pushing the limit.

  Not that I really knew his limits yet… he probably didn’t either… but we’d figure it out. In the meantime, I was going to make sure he understood that any reaction he had wasn’t bad, but it wasn’t anything we had to let out to play either.

  An erection wouldn’t kill anyone.

  As he held my hands and slid off the bed, he threw his arms around me. “Thank you, Daddy.”

  I wasn’t sure if it was for the jammies or for something to do with being Little in general, but I wrapped my arms around him in a hug. “You’re welcome, baby.”

  Kissing his head, I held him tight and stroked my hand down his back. No matter how things continued to develop, I knew he was the man I’d been meant to find.

  “Why am I awake so early?” I opened my eyes at the words to see Loren staring down at me. “I should still be asleep.”

  That was not a peaceful way to wake up in the morning.

  I raised one eyebrow. “That’s what happens when you go to bed at a reasonable time and you’re not staying up sneaking your phone or anything silly like that.”

  To be realistic, he was only up about half an hour before the alarm. The biggest shocker was that he hadn’t tried to hit the snooze button three times.

  “This is weird.” Then he flopped down on me, chasing all the air from my lungs and pointing out how hard he’d already made me. “I don’t know if I like it.”

  Trying not to laugh as I caught my breath, I cleared my throat and shifted my erection into a more comfortable position. “Waking up early or getting enough sleep?”

  Because honestly, it could be either since I didn’t think he was talking about being Little.

  “Both.” He frowned. “This is not how my day is supposed to start. Getting up is supposed to be frantic and stressful.”

  According to what source?

  “How about we try something different, just for today? If it doesn’t work, we’ll go back to your way.” We’d had a similar conversation about vegetables and several other things, so I wasn’t particularly concerned.

  Loren’s face scrunched for a moment before he nodded. “That sounds… reasonable.”

  He was endlessly fascinating.

  “What are we going to do with all this extra time?” His head popped up and he glanced around the room. “Maybe we should organize the new clothes you got me.”

  Now that was an interesting alternative.

  But I wanted a different kind of fun.

  Rolling us over, I pinned him under my body and ground my erection into his thigh. “I had something else in mind.”

  His eyes widened for just a split second before my words caught up with his brain. “Oh.”

  I couldn’t help the wicked, low chuckle that escaped, sending a shiver through him. “You were very naughty waking me up like that.”

  He swallowed several times and it was clear while some parts of his body and brain were awake, not all of them were. Finally, he nodded slowly. “I’m sorry. I didn’t think about it.”

  I shook my head like he’d been a very naughty sub and sighed. “Do you know what I’m going to have to do to you? I can’t have you waking me up and jumping on me every morning.”

  “Oh… I…” He took a second and I could see him mentally fighting to clear his head. “I jumped on you?”

  He blinked again and another shiver went through him… yes, the rest of his brain was finally catching up with the conversation. “When I’m bad, I have to be spanked.”

  He let out a quiet moan as he looked up at me. “I’m sorry.”

  It’d been weeks since we’d fucked like this. We’d made love and he’d gone down on me in sexy random places multiple times, but this need had been building in both of us. It was probably why he’d been begging for nothing but crap recently and had woken me up with a crazy random conversation. The last time he’d been spanked had been for similar issues.

  Did he even realize he’d done it?

  Probably not.

  He was always more focused on other people and work than what he needed. But since that was where I came in, we complemented each other perfectly.

  Pushing up off of him, I let my dick be the last thing I lifted up so I could keep teasing my naughty boy. When I was finally kneeling over him as my legs straddled his, I circled my finger in a “roll over” gesture. “On your stomach. It’s time to take your medicine and show me that you know how to behave.”

  He made a needy little squeak but scrambled to turn over.

  For someone who always claimed to have no interest in BDSM, he certainly appreciated specific aspects of it.

  He’d gone to bed in his cute pajamas, so I had fun slowly easing his pants down to his thighs, then peeling the cartoon briefs down. I wasn’t sure if he was still suffering from morning brain and didn’t realize what he was wearing or if he’d worked through his hesitation from last night about the mixture of being Little and feeling sexual because there was no reaction from him as I eased his clothes off just enough to bare his ass to me.

  Part of me wanted to tell him how sexy he looked in his clothes, but I wasn’t sure where his mind was yet, so I kept that thought to myself.

&nbs
p; Stroking my hands over his ass, I teased his opening with my thumbs. “You know what spanking you does to me, don’t you?”

  I felt a shiver go through him as I caressed around his hole. “Hmm?”

  Reaching over toward the nightstand, I kept one hand stroking his ass as I grabbed the lube. Unfortunately, I needed two hands for this container of lube, but grinding my clothed dick against his naked ass kept him squirming under me.

  Loren woke horny most of the time—he just generally never had enough time for morning sex because of his snooze button habit—so it wasn’t hard to keep him turned on and needy. But I was practiced with the lube maneuver and had two fingers slicked up before he had a chance to cool off.

  One finger circled his entrance, causing him to clench the tight ring of muscles before slowly relaxing them and arching his ass up for me. Easing into him, I slowly stretched his body. I could’ve gone faster or rougher, but I loved the needy sounds he made as the desire to beg me to go faster built in him.

  But he knew better.

  When he was going to be spanked, if he begged for me to hurry, that just meant I would drag out his punishment and he’d have to wait and wait to come. We didn’t have that much time today, but he didn’t seem to remember that.

  Just as he started to relax into the gentle stretch and slow rhythm, I took my free hand and smacked his ass. His body clamped down around me and all I could think about was how good it was going to feel around my dick.

  Loren gasped and his head arched back as pleasure swept through him. Before he could relax, I spanked him again and began to increase the tempo of my teasing finger. He went down to his elbows, silently begging as he pushed his ass further toward me.

  By the third spank, his head was buried in the pillows to hide his desperate moans, and I’d begun to add a second finger. Watching the clock, I kept up the painfully slow pleasure, alternating between light spanks to his ass and getting him ready to be fucked.

  If I playfully brushed over his prostate, I was just being a good Dom and making sure he was enjoying his funishment… I wouldn’t deliberately try to make him crazy.

  But as the clock started to count down, I knew I couldn’t tease him much longer. Easing my fingers out of him, I gave him another spank to keep him warmed up for me as I shoved my boxer briefs down and slicked up my dick.

  Before the wonderful pain had faded, I’d gripped his hips and was sliding my dick into him. I felt the shiver that raced through him as his body rippled around my dick. The gasp he made sent a matching wave of pleasure through me. I loved the little noises he made when he finally lost himself to the desire.

  The frantic sounds pouring out of him made it clear that going slow was just torture for him, so I started rocking in and out faster until I was pounding into him. Loren was moaning and crying out as I slammed into him, alternating tormenting his prostate with random spanks to his cheeks.

  When his ass was pink and he was shaking around me, I reached under him to grab his rock-hard cock and slammed one more time into his prostate. It was all too much for him and he screamed out his pleasure as his orgasm crashed through him. The vice-like grip of his body had my orgasm quickly following his.

  As the sensations finally faded, I wrapped my arms around him and rolled us both to our sides so I didn’t have to pull out just yet. Kissing the back of his neck, I stroked over his chest, tracing the cartoon shapes.

  He giggled. “I’m still wearing the Little pajamas.”

  “You’re cute like this.” Since he didn’t seem to find the statement off-putting, I continued. “You’re not Little, but it’s a sweet reminder of how cute you were last night.”

  He scoffed but didn’t argue with me, which was good because I was prepared to make it very clear how cute he’d been if it came down to it. “You’re ridiculous.”

  Loren cuddled into me and closed his eyes. “But I had fun last night. It was more relaxing than I expected. I knew the Littles online said it was relaxing, but I thought I’d feel silly at first.”

  “But it didn’t feel silly? I don’t want you to feel bad about anything we do.” Stroking his chest, I lifted my head and kissed his cheek. “You liked being Little and playing? What about the bath?”

  He giggled again but reached over and brought a pillow to cover his face as he started to blush. “I liked the bath, but it was confusing.”

  Chuckling, I pushed the pillow away and propped myself up on my elbow so I could look into his eyes. “Bad confusing or good confusing? What did you think about the way I handled your cute stiffy?”

  That had him groaning and reaching for the pillow again. The wiggles had my dick sliding out of him which distracted him again. “I wasn’t ready for you to leave me.”

  I snorted then kissed his nose. “Then don’t wiggle next time.”

  That made him grin. “Yes, Daddy.”

  “Sassy boy.” But he was nearly giggling again and so damned cute I had to kiss him. “My sassy boy.”

  Loren wrapped his arms around me and gave me a passionate kiss. As we slowly pulled away, he smiled up at me. “I’ll always be yours.”

  Chapter Seven

  Loren

  “Okay, time to fess up.” Dean threw popcorn at me as Indiana Jones played in the background.

  “Huh?” Fess up?

  I’d been bouncing between being lost in thought over the little stuff and actually watching the movie, so I couldn’t decide what he was talking about. “What did I do?”

  He barked out a laugh and threw more popcorn at me. “The presents and odd stuff around the house. You’ve been dodging my questions about that for two weeks now. What did he say when you talked to him?”

  “Oh, that.” I wasn’t sure how he’d take that conversation, so I just hadn’t mentioned it. He was pretty easy to distract most of the time, so it hadn’t been something he’d focused on.

  “Yes, that.” He shook his head, still grinning. “You guys seem to be doing good, so he didn’t want to break up or anything? And I haven’t heard talk of little footsteps running around, so you seem to be saved from his fatherly instincts. What gives?”

  The words “little footsteps” and “fatherly instincts” had me choking on the Coke I’d just swallowed. Barely managing not to spray it all over the room, I coughed and choked for long enough to have Dean sitting up and looking like he was mentally reviewing the steps to the Heimlich maneuver.

  When I could finally breathe, he leaned back against the couch. “Okay, that was not a nothing’s up and I was just overreacting kind of reaction. What gives?”

  I was clearly not subtle.

  “Um, he wanted to talk about something and we did. He’d been hinting, but I just hadn’t read the signals right. It’s all good.” Because he was clearly watching a lot more interesting porn than I had and his friends were much more… outside the box than mine.

  But it just made me want to meet Sawyer even more.

  He was a pup.

  That was fascinating.

  I’d watched some of them online and they had tails and everything. But they seemed to be more likely to run around naked so I wasn’t sure what to make of that. Tails wagging up and tails wagging down below… those videos were interesting.

  Dean shook his head, sitting back up. “Nope, when you start choking because I asked about your relationship then something’s up.”

  He could be very persistent when he got his mind stuck on something.

  I usually didn’t mind that because it was generally helpful, like when we’d first met and he hadn’t let my absentmindedness or my distance with people chase him off. That’d been helpful, but this… I wasn’t so sure.

  Fuck it.

  “He wanted to try something kinky and I didn’t understand what he’d been hinting about because I’d never heard of it. But it’s a thing and we tried it and we’re good.” Then I pointed to the screen. “Why in the hell does this movie have so many fucking bugs?”

  “Good try, but it’s not g
oing to distract me. And spiders aren’t bugs.” Dean snorted when I gave him an innocent look. “Nope, not going to work either. What did he want to try?”

  Before I could figure out a way to explain it, his eyes lit up. “Crayons? Toys? Dude, he wanted you to be Little, didn’t he? He’s totally the Daddy type. The sexy Daddy type, not the Dad bod with the bad jokes type.”

  Huh?

  “There’s a type?” And Gordon really did tell terrible Dad jokes. “How did you guess that quickly?”

  Rolling his eyes again, Dean turned and flopped sideways on the couch. “He’s totally got that caretaker feel to him but in a masculine Daddy way. It’s a type of Dom. How did you not know that?”

  “How does everyone know this? What kind of porn are you guys watching?” I couldn’t be the only one left who liked simple porn, right?

  Giggling, Dean shook his head. “Not porn, there're all kinds of romance novels with Littles in them. Straight and gay. Some are shitty and basically just porn in writing, but there are a ton now that are romance with people like you and Gordon figuring shit out.”

  Great, I was living through a dirty romance novel.

  Why couldn’t it have been aliens?

  “Well, we’re doing fine so there’s nothing to worry about.” I was hoping that would be the end of it, but evidently not.

  “What did you think of it? How old is your Little side? Have you guys tried diapers yet? Oh, are you going to turn that empty guest room into a playroom?” His questions shot by me almost too quickly for me to follow along.

  “Fine, I guess. I don’t know. No. And probably not.” I thought I’d done pretty well keeping track of the questions, but he shook his head again.

  “We’re going to try this another way.” He crossed his arms over his chest, completely ignoring the movie. “Tell me what it felt like to be Little. The books make it sound relaxing.”

  Okay, that wasn’t too hard of a question. “It was nice and I don’t mean in a bland way, but it was nice to be able to hang out with him and do silly things. Things like coloring and painting and just not having to act like a grown-up.”

 

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